title: Identification and characterization of process-related impurities of trans-resveratrol.
abstract: This article deals with the identification and characterization of process-related impurities of trans-resveratrol (3,5,4'-trihydroxystilbene), which exhibits several health benefits, including cancer prevention. During the synthesis of the bulk drug resveratrol, three new impurities were observed. The impurities were detected using the high-performance liquid chromatographic (HPLC) method, whose area percentages ranged from 0.05 to 0.3%. A systematic study was carried out to characterize them. These impurities were isolated by preparative HPLC and characterized by spectral data, subjected to co-injection in HPLC, and were found to be matching with the impurities present in the sample. LC-MS was performed to identify the mass of these impurities. Based on their spectral data (IR, NMR, and Mass), these impurities were characterized as 2-benzyl-5-[(E)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol [Impurity-B], 3-(benzyloxy)-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenol [Impurity-C], 5-{(E)-2-[4-(benzyloxy)phenyl]ethenyl}benzene-1,3-diol [Impurity-D). These compounds are not reported earlier as process-related impurities.
authors.affiliation: Orchid Chemicals and Pharmaceutical Limited, Research and Development Centre, Sozhanganallur, Chennai 600 119, Tamilnadu, India.
authors.forename: Balasubramanian
authors.initials: B
authors.lastname: Sivakumar
authors.forename: Raman
authors.initials: R
authors.lastname: Murugan
authors.forename: Annamalai
authors.initials: A
authors.lastname: Baskaran
authors.forename: Bhausaheb Pandharinath
authors.initials: BP
authors.lastname: Khadangale
authors.forename: Saravanan
authors.initials: S
authors.lastname: Murugan
authors.forename: Udayampalayam Palanisamy
authors.initials: UP
authors.lastname: Senthilkumar
keywords: HPLC; Impurities; LC-MS; NMR; Resveratrol; Structural elucidation; Structure characterization